Skiathos Town offers a surprising variety of tours that appeal to different interests and activity levels. Whether you’re eager to explore its nearby islands by boat, indulge in local wines, or walk through its historic streets, the options are plentiful. We especially love the Skiathos: Full-Day Sailing Cruise with Lunch because it combines sailing, snorkeling, and a scenic route that includes filming locations from Mamma Mia. Plus, the chance of spotting dolphins adds a fun wildlife element. For a more relaxed pace, the Evening of Wine and Scenic Views offers a cozy, intimate experience with panoramic vistas and expert insights into local vineyards.
Many tours focus on the natural beauty and maritime charm of Skiathos, but there’s also a solid selection of cultural and historic walks, like the Exploring Skiathos Town: A Historic Walk. If your idea of fun involves getting out on the water, snorkeling, kayaking, or sailing are all well-covered, with options that include island visits and wildlife spotting. For the full list, check out our curated selection below.
1. Skiathos: Full-Day Sailing Cruise with Lunch
This 7-hour sailing adventure offers a fantastic way to see the surrounding islands, including Skopelos, Tsougria, and Dasia. Departing from Skiathos, you’ll sail aboard a large yacht, with options for private or shared excursions. The tour stands out for its fresh, Mediterranean-style onboard lunch, cooked right on deck, and the chance to snorkel in crystal-clear waters of the Sporades.
One of the highlights is visiting Kastani Beach, famous as the filming location for Mamma Mia. Along the way, you might even see dolphins and other sea life. The boat has plenty of space, with different seating options—from shaded leather seats to lounging on the mattress at the front—making it perfect for relaxing or sunbathing. Reviews praise the crew’s friendly service, vibrant atmosphere, and excellent value, especially considering the sumptuous seafood lunch and unlimited drinks.
This tour is best suited for travelers who enjoy sailing, swimming, and scenic island hopping, and who want a full day of sun and sea with minimal planning on their part. The only downside? It often sells out early, so booking ahead is wise.
Bottom Line: For a true sea adventure with good food and the chance to see local wildlife, this cruise hits all the right notes.
2. Daytrip with Diamanti Sailing Skiathos, lunch included
For around $154, this 8 to 8.5-hour sailing trip offers a relaxing way to explore Skiathos and Skopelos. The boat—a spacious Beneteau Cyclades 50.5—takes you on 4 to 5 stops for swimming, snorkeling, or even stand-up paddleboarding. The itinerary emphasizes leisure, with plenty of time to soak up the sun or explore remote beaches and caves like Dasia’s famous blue sea cave.
What makes this tour stand out is the balance between activity and relaxation. A highlight is the lunch break on Skopelos, at a local Greek taverna, where you can enjoy authentic flavors (drinks are extra). Onboard snacks and drinks keep you refreshed during the day’s sailing. The crew’s friendly approach and well-organized stops make this suitable for travelers who want a flexible, immersive experience with plenty of swimming and photo opportunities.
Reviews note the high quality of guides, the beauty of the secluded beaches, and the relaxed vibe. It’s perfect for those who prefer a slower pace but still want to see multiple spots at sea.
Bottom Line: An excellent choice for water lovers who want a mix of swimming, snorkeling, and leisurely sailing with a taste of authentic Greek cuisine.
3. Skiathos: Guided Sea Kayaking Tour with Swim Stop
This 2-hour guided sea kayaking tour offers a more active way to explore Skiathos’s coastline. Joining a small group, you’ll paddle along the south coast, discovering hidden beaches and remote coves that are otherwise hard to reach. The tour includes a safety briefing and all necessary gear, making it accessible even for beginners.
What makes this tour special is the chance to stand-up paddleboard and snorkel in pristine waters. During the trip, you’ll stop at a secluded beach for swimming and exploring submerged rocks and marine life. The guides are praised for their local knowledge and friendly approach, adding an educational element without slowing down the fun.
Reviewers share stories of memorable swims and stunning views, emphasizing the authenticity of the experience. It’s ideal for active travelers or families who want a brief but immersive outdoor adventure. The tour is limited to a small group, ensuring personalized attention.
Bottom Line: Perfect for those who want to combine light exercise with exploring untouched beaches and enjoying snorkeling.
4. Evening of Wine and Scenic Views in Skiathos
If you’re interested in local culture and flavors, this small-group wine tasting offers a 3-hour experience at a scenic venue with panoramic views. The host guides you through tasting 6 different wines, including whites, rosé, and red, paired with delicious finger foods. The owner’s passion and knowledge about the island’s grape varieties make this more than just a tasting; it’s a genuine insight into local winemaking secrets.
The setting is a highlight, with sweeping views of Skiathos Town and the Aegean Sea, making it perfect for a relaxed evening. Reviewers describe the atmosphere as cozy, with a friendly host, and appreciate the substantial wine portions and time to chat with fellow lovers of good food and drink.
This tour is suited for those looking for a mellow, intimate experience, ideal after a day of sightseeing or beach lounging. It’s a great way to unwind and learn about one of Skiathos’s culinary traditions without the fuss of a large group.
Bottom Line: For wine lovers seeking a relaxed, scenic evening with authentic tastings, this experience hits the spot.
5. From Skiathos: Cruise to Lalaria, Kastro, and Tsougris
This 7-hour cruise provides a comprehensive day on the water, combining swimming, sightseeing, and cultural exploration. Starting at just under $50, it offers good value for those wanting a variety of experiences. The itinerary covers swimming at Lalaria Beach, famous for its white pebbles and clear waters, visiting the ancient Kastro village, and relaxing at Tsougris Island’s tropical beaches.
What makes this tour appealing is its mix of beach time, history, and scenery, all in one day. The boat is comfortable, and the tour includes stops at several scenic spots, with free time to explore or relax. Reviews highlight the beauty of Lalaria and the charm of Kastro, with some noting it’s ideal for families or budget-conscious travelers who want a full day out.
While reviews mention the trip’s simplicity, the value is clear—this is a straightforward, enjoyable way to see Skiathos’s highlights without overcommitting.
Bottom Line: A cost-effective, well-rounded option for travelers wanting a taste of beaches and history in a single day.
6. Exploring Skiathos Town: A Historic Walk
For those who want to uncover the local history and charm of Skiathos, this 2-hour guided walk is ideal. It takes you through the Plakes neighborhood, the Papadiamantis House museum, and the Skiathitian House, offering insights into the island’s past and its notable residents. You’ll also sample local liqueur, adding a sensory experience to the cultural exploration.
This tour is perfect for history buffs or travelers who prefer exploring on foot, with a focus on local architecture, religious sites, and the town’s vibrant alleyways. The guide’s knowledge makes the stories come alive, providing context to the town’s colorful streets.
While shorter in duration, the walk offers a rich dose of local flavor and history, making it well-suited for anyone wanting an authentic taste of Skiathos beyond the beaches.
Bottom Line: An excellent choice for cultural enthusiasts who want a relaxed, informative stroll through Skiathos Town.
How to Choose the Best Tour in Skiathos
When selecting a tour, consider your interests, fitness level, and the amount of time you want to dedicate. If you love being on the water and want a full-day adventure, the Full-Day Sailing Cruise or the Diamanti Sailing Daytrip are top picks. For those more interested in history or local culture, the Historic Walk or Wine Tasting provide in-depth experiences.
Budget-conscious travelers should appreciate the Lalaria cruise, which offers good value without sacrificing scenic beauty. If your trip is short, a 2-hour kayak trip can give you a memorable taste of Skiathos’s coast. Remember to book early, especially for popular tours, and check availability for your preferred dates.
Final Thoughts
Skiathos Town offers a wide array of tours that cater to different tastes—from sailing and snorkeling to historical walks and wine tastings. For a day at sea, the full-day sailing cruise or the Diamanti Sailing trip are excellent choices, especially if relaxing under the sun with good company appeals to you. If you prefer exploring local flavors and history, the scenic walk or wine evening will enrich your visit. Budget travelers and those seeking quick adventures might prefer the Lalaria cruise or the short kayak tour.
Booking early is key during peak season, and consider pairing a water-based tour with a cultural experience for a well-rounded trip. Whatever your style, Skiathos has a tour that’s just right for your vacation—so pick one, and enjoy everything this beautiful island has to offer.
